Mansion vacation rentals in Key West

Find and book unique mansions on Airbnb

Top-rated mansion rentals in Key West

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Guest favorite

Home in Marathon

5 out of 5 average rating, 11 reviews

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

Brand new build 2024. This 5 bed/4bath luxury ocean gulf home with boat dock, heated/chilled pool/ spa, paddle boards kayaks, bicycles was meticulously designed and custom built like no other house in Marathon Key. You can see ocean water from every room in the house. and the interior design was chosen to maximize comfort, with a stress-free peaceful setting. Only three homes on this one-acre private ocean gulf lot that has the look and feel of a private island with 400 feet of bulk head

Superhost

Vacation home in Marathon

5 out of 5 average rating, 7 reviews

Luxury Beachside Retreat - Modern 5BR/5BA w/ Pool

Modern 3,700+ sq. ft. home built in 2022, steps from Sombrero Beach. Each of the 5 bedrooms features its own ensuite bathroom, offering ultimate privacy and comfort. Includes a private heated/chilled pool, 2 paddleboards, 4 bicycles, and all toiletries/paper products provided. Spacious, pet-friendly, and perfect for families or groups. Enjoy breathtaking views and hotel-like amenities. Book your dream vacation today! Inquire for off season specials or for longer stay discounts! 12 person max

Guest favorite

Villa in Marathon

4.95 out of 5 average rating, 136 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Top guest favorite

Home in Marathon

5 out of 5 average rating, 16 reviews

Oceanview Luxury Retreat 12 Guest 6 Beds Pool&Dock

Enjoy Ocean views and stay in luxury at this brand new five bedroom four bathroom Marathon masterpiece including a pool and 40 feet of dockage overlooking the Atlantic Ocean. The spacious kitchen, cocktail lounge and living area with a giant TV make for a wonderful relaxing stay. Five bedrooms and four full bathrooms will accommodate large groups. Upstairs find two master suites and a third suite with direct bathroom access. Unique pool has both sun and shade with optional pool heat for a fee.

Superhost

Home in Key Colony Beach

4.83 out of 5 average rating, 12 reviews

Key Colony Beach-POOL & DOCK

Escape to a 4-bed, 1800 sq. ft. waterfront haven! On a deep canal opening to Vaca cut this gem offers all you need. The master suite boasts a king bed, there are three queen beds in separate rooms. Dive into the pool or to the private dock for waterway access. Upstairs, an open kitchen with a six-person breakfast bar beckons culinary adventures. Downstairs, an outdoor kitchen invites alfresco delights. This non-smoking sanctuary is more than a rental—it's a canvas for unforgettable moments.

Guest favorite

Home in Marathon

5 out of 5 average rating, 34 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Guest favorite

Villa in Marathon

4.85 out of 5 average rating, 41 reviews

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

#4: A WAVE💦 FROM IT ALL (Partial Ocean View Property-approximately 150 ft from beach entrance)🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 24 reviews

Snapper House: New lux vacation home with 4 master

Snapper House has everything and more for an unforgettable vacation: 4 master suites with exclusive bathrooms and coffee/wine bars, specialty purple mattresses and luxury linens, a great room for entertaining and gracious living, powder room, laundry, elevator, expansive wrap around deck, pool, pool bathroom, bait freezer, icemaker, gear storage, and long dock. Just completed in March 2020 in the exclusive Key Colony Beach community. Part of the HappyintheKeys collection.

Guest favorite

Home in Marathon

4.96 out of 5 average rating, 112 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Guest favorite

Home in Marathon

4.93 out of 5 average rating, 27 reviews

Bayfront Home with Heated Pool.

NEW TO MARKET! This concrete house is waterfront with great views of Bonefish Bay. The 70 foot dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool is surrounded by Turkish marble pavers that are cool to your feet. House has double master suites with en suite bathrooms and every necessity to make our home feel like yours.

Top guest favorite

Home in Marathon

5 out of 5 average rating, 38 reviews

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

🏝️ Oceanfront Luxury - Brand New $4M, spacious 5-bedroom, 4.5 bath home 📍 Prime Location - Minutes from Sombrero Beach, top restaurants, island bars, and boutique shopping 🔥 Free Heated Pool - With gorgeous ocean views ⚓️ Private Marina Access - 38 ft protected boat slip ✅ Hassle Free Checkout - No chores, no stress. Just pack and go.

Guest favorite

Home in Cudjoe Key

4.91 out of 5 average rating, 33 reviews

White Vacation Home. Free cancellation see details

Kayaks come with the rental. Small floating dock for your boat. We have 2 other vacation homes right next to this home if you are looking for a large family vacation. New large flat screen TV with over 300 free current movies, fast wifi, and TV. Outside shower by the pool. We provide bedding, towels, pots and pans. Private pool, heated in the winter months.